Water → 1-(2,4,6-Trichlorophenyl)-3-acetylamino-4-bromo-5-oxo-2-pyrazoline

HRID 1708853Notes

Reaction equation

HRID 1708853 reaction equation
[Br:1]Br.[Cl:3][C:4]1[CH:9]=[C:8]([Cl:10])[CH:7]=[C:6]([Cl:11])[C:5]=1[N:12]1[C:16](=[O:17])[CH2:15][C:14]([NH:18][C:19](=[O:21])[CH3:20])=[N:13]1.O>C(O)(=O)C>[Cl:3][C:4]1[CH:9]=[C:8]([Cl:10])[CH:7]=[C:6]([Cl:11])[C:5]=1[N:12]1[C:16](=[O:17])[CH:15]([Br:1])[C:14]([NH:18][C:19](=[O:21])[CH3:20])=[N:13]1

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 4497701N-[5-oxo-1-(2,4,6-trichlorophenyl)-2-pyrazolin-3-yl]acetamide

Product 1

HCID 129947761-(2,4,6-Trichlorophenyl)-3-acetylamino-4-bromo-5-oxo-2-pyrazolineYield 84%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

27.2 g (0.17 mol) of bromine were slowly added dropwise to a solution of 54.5 g (0.17 mol) of 1-(2,4,6-trichlorophenyl)-3 -acetylamino-5-oxo-2-pyrazoline in 300 ml of acetic acid, followed by stirring for 1 hour. The reaction mixture was then added to 900 ml of water, and the deposited crystals were filtered to obtain 57 g (84%) of 1-(2,4,6-trichlorophenyl)-3-acetylamino-4-bromo-5-oxo-2-pyrazoline.

Workup

  1. filtrationthe deposited crystals were filtered

Sources & evidence

ORD record
ord-d05a7adac0f3449086f536f0d6153161
Source dataset
uspto-grants-1990_08
Patent number
US04946771

Reaction notes

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